Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65632-62-4,(S)-1-((Benzyloxy)carbonyl)hexahydropyridazine-3-carboxylic acid,as a common compound, the synthetic route is as follows.,65632-62-4

The hexahydropyridazinic acid (40 g; 0.151 mol) is dissolved in 200 ml of methanol and cooled to 0 C. SOCl2 (36 ml; 0.45 mol) is added dropwise. The solution becomes clear; the temperature is allowed to return very gradually to ambient temperature, and the solution is then refluxed for one hour. The mixture is poured onto a DCM(200 ml)/ice(500 g) /NaHCO3(60 g) mixture. The aqueous phase is extracted with DCM. The organic phase is washed with a saturated NaHCO3 solution and then dried over MgSO4. A colorless oil is obtained (41 g; 99%) and is used as it is.

65632-62-4 (S)-1-((Benzyloxy)carbonyl)hexahydropyridazine-3-carboxylic acid 11129166, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; Aventis Pharma S.A.; US2005/215553; (2005); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

28682-68-0, 3,6-Dichloro-5-nitropyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The Pd/C (5%), 5 g) was added to the mixture of intermediate 1 1 (17 g, 81.7 mmol, 1 eq.) in MeOH (1000 ml). The solution was stirred overnight at 25C under the atmosphere of (50 psi). The catalyst was filtered through a diatomite pad. The solvent was removed under vacuum. (15 g, crude yield 100%) of intermediate 12 was isolated. Step 3 : synthesis of pyridazine-4,5-diamine 13 The potassium carbonate (22.6 g, 164 mmol, 2 eq.) was added to the mixture of intermediate 12 (15 g, 82 mmol, 1 eq.) in MeOH (150 ml) and CH2C12 (150 ml). The solution was stirred overnight at room temperature. The solution was filtered and the filtrate was concentrated under vacuum intermediate 13 was isolated (9 g, yield 95%>)., 28682-68-0

The synthetic route of 28682-68-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN R&D IRELAND; TAHRI, Abdellah; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; DEMIN, Samuel Dominique; WO2014/114776; (2014); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.147362-88-7,N-(6-Chloropyridazin-3-yl)pivalamide,as a common compound, the synthetic route is as follows.

A mixture of N-(6-chloro-3-pyridazinyl)-2,2-dimethylpropanamide (65.3 g; 305.6 mmol) and morpholine (538 mL; 6.1 mmol) was heated at 120 C for 24 hours. The mixture was cooled and evaporated. The residue was poured into cooled water, basified with K2CO3 powder and DCM was added. The organic layer was separated, dried over MgSOzi, filtered and evaporated to dryness. The residue was crystallized from Epsilon2Omicron. The precipitate was filtered and dried to afford 69.3 g (87%) of intermediate 58., 147362-88-7

As the paragraph descriping shows that 147362-88-7 is playing an increasingly important role.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; MEERPOEL, Lieven; COUPA, Sophie; PONCELET, Virginie, Sophie; PILATTE, Isabelle, Noelle, Constance; PASQUIER, Elisabeth, Therese, Jeanne; BERTHELOT, Didier, Jean-Claude; QUEROLLE, Olivier, Alexis, Georges; MEYER, Christophe; ANGIBAUD, Patrick, Rene; DEMESTRE, Christophe, Gabriel, Marcel; MERCEY, Guillaume, Jean, Maurice; (203 pag.)WO2016/97359; (2016); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.446273-59-2,3-Amino-4-bromo-6-chloropyridazine,as a common compound, the synthetic route is as follows.

4-Bromo-6-chloro-pyridazin-3-amine (5.2 g, 25 mmol) was combined with tetrakis(triphenylphosphine)palladium(0) (700 mg, 0.61 mmol) and DMF (50 mL). To the mixture was added dimethylzinc in heptane (50 mL, 50 mmol, 1.0 M) at room temperature. The mixture was heated at 50 C for 2 h then 70 C for 1 h. The mixture was cooled to 0 C and excess reagent was quenched by the addition of H20. The mixture was filtered over Celite and concentrated. The residue was chromatographed on silica gel, eluting with 0-10% MeOH in CH2C12. MS m/z 144.2, 146.2 [M+H]+.

446273-59-2, As the paragraph descriping shows that 446273-59-2 is playing an increasingly important role.

Reference：
Patent; PTC THERAPEUTICS, INC.; WOLL, Matthew, G.; AMEDZO, Lukiana; BABU, Suresh; BARRAZA, Scott, J.; BHATTACHARYYA, Anuradha; KARP, Gary, Mitchell; MAZZOTTI, Anthony, R.; NARASIMHAN, Jana; PATEL, Jigar; TURPOFF, Anthony; XU, Zhenrong; (251 pag.)WO2018/226622; (2018); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36725-28-7,6-(4-Aminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

Example 1 (Intermediate Compound) (R)-6-(4-hydrazino-phenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one A slight modification on the procedure described in J.Med.Chem. (1990), 33(10), 2870-2875 was used as follows. A solution of sodium nitrite (1.7 g) in water (12.5 ml) was added slowly at 0-5 C. to a solution of (R)-6-(4-aminophenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one (5 g) in 1 M hydrochloric acid (75 ml). The resulting solution was stirred on ice bath for five minutes and then added slowly to a solution of tin(II)chloride dihydrate (17 g) in 1 M hydrochloric acid (150 ml) keeping the reaction temperature below 5 C. This solution was stirred on ice for forty minutes and then a solution of 50% NaOH (75 ml) was quickly added. The resulting mixture was stirred on ice bath until the temperature reached zero degrees Celsius. The crystals were filtered and washed with dilute ammonia. Yield: 5.0 g, 93%. HPLC: enantiomerically pure. 1H NMR (400 MHz, DMSO-d6): delta=1.04 (d, 3H, CH3), 2.17 (d, 1H, J=16 Hz), 2.60 (m, 1H), 3.29 (m, 1H), 4.04 (s, 2H, NH2), 6.77 (d, 2H, J=8 Hz), 7.09 (b, 1H, NH), 7.54 (d, 2H, J=8 Hz), 10.66 (s, 1H, NHCO)., 36725-28-7

As the paragraph descriping shows that 36725-28-7 is playing an increasingly important role.

Reference：
Patent; Pystynen, Jarmo; Pippuri, Aino; Luiro, Anne; Nore, Pentii; Backstrom, Reijo; Lonnberg, Kari; Haikala, Heimo; Levijoki, Jouko; Kaheinen, Petri; Kaivola, Juha; US2003/158200; (2003); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

147362-88-7, N-(6-Chloropyridazin-3-yl)pivalamide is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

mixture ofN-(6-chloro-3-pyridazinyl)-2,2-dimethylpropanamide (65.3 g; 305.6 mmol) and morpholine (538 mL; 6.1 mmol) was heated at 120 C for 24 hours. The mixture was cooled and evaporated. The residue was poured into cooled water, basified with K2C03 powder and DCM was added. The organic layer was separated, dried over MgS04, filtered and evaporated to dryness. The residue was crystallized from Et20. The precipitate was filtered and dried to afford 69.3 g (87%) of intermediate 18., 147362-88-7

147362-88-7 N-(6-Chloropyridazin-3-yl)pivalamide 10899975, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; MEERPOEL, Lieven; COUPA, Sophie; PONCELET, Virginie, Sophie; PILATTE, Isabelle, Noelle, Constance; PASQUIER, Elisabeth, Therese, Jeanne; BERTHELOT, Didier, Jean-Claude; QUEROLLE, Olivier, Alexis, Georges; MEYER, Christophe; ANGIBAUD, Patrick, Rene; DEMESTRE, Christophe, Gabriel, Marcel; MERCEY, Guillaume, Jean, Maurice; (302 pag.)WO2016/97347; (2016); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

65632-62-4,65632-62-4, (S)-1-((Benzyloxy)carbonyl)hexahydropyridazine-3-carboxylic acid is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: Preparation of l-(phenylmethyl) hydrogen tetrahydro-2-nitrosopyridazine-1 ,(35)(2H)-dicarboxylateA solution of sodium nitrite (1.03 g, 15.0 mmol) in 8 rnL of water was added dropwise over 10 minutes to a suspension of l-(phenylmethyl) hydrogen tetrahydropyridazine-l,(35)(2H)-dicarboxylate (2.64 g, 10.0 mmol; prepared as described inCoats et al. J. Org. Chem. 2004, 69, 1734) in 1 N hydrochloric acid (30 mL) at 4 0C. After3.5 h the reaction mixture was diluted with ethyl acetate (40 mL), and the layers were separated. The aqueous layer was extracted with ethyl acetate (2 X 20 mL), and the combined organic layers were dried over sodium sulfate, filtered and concentrated under reduced pressure to give 3.14 g of the title compound as a yellow oil. This compound was carried on without further purification or characterization.

The synthetic route of 65632-62-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; E.I. DU PONT DE NEMOURS AND COMPANY; WO2009/76440; (2009); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

36725-28-7, 6-(4-Aminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 16 (R)-5-Methyl-6-[4-(4-oxo-1,4-dihydropyridin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone A mixture of (R)-6-(4-aminophenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone (100 mg), 4H-pyran-4-one (52 mg) and hydrochloric acid (0.1N, 1 ml) in water (1.3 ml) was stirred under reflux under nitrogen for 3 hours. Aqueous ammonia (880, 0.01 ml) was added to the cooled reaction mixture to afford the title compound which was collected, washed with water and dried, 91 mg, m.p. 257-8 C. (softens 120 C.), [alpha]D25 =-369.5 (1.07% in dimethylformamide)., 36725-28-7

The synthetic route of 36725-28-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Smith Kline & French Laboratories Limited; US4906628; (1990); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.446273-59-2,3-Amino-4-bromo-6-chloropyridazine,as a common compound, the synthetic route is as follows.

4-bromo-6-chloro-pyridazin-3-amine (3.0 g, 14.4 mmol) and (0298) tetrakis(triphenylphosphine)palladium (1666 mg, 144 muiotaetaomicron) were suspended in THF (13.2 g) and a solution of zinc chloride in Me-THF (2.0 M, 9 mL, 18 mmol) was added. The reaction mixture was cooled to -5C and methyllithium in diethoxymethane (3.1 M, 11.6 mL, 36 mmol) was added. The reaction mixture was stirred at 45C for 4 hours. Sodium sulfate decahydrate (11.7 g, 36 mmol) was added at room temperature, the mixture was stirred 1.5 hours at 60C, diluted with water (100 mL) and after 30 minutes the precipitate was filtered off. The precipitate was dissolved in aqueous HC1 2M (100 mL) and ethyl acetate (140 mL). The biphasic system was filtered, the phases were separated and the pH of the water layer adjusted to 7 with aqueous NaOH 32% (18 mL). The precipitate was filtered and dried. The solid obtained was digested twice in methanol (20 mL) at room temperature. The two filtrates were combined, evaporated and dried under high vacuum to afford 6-chloro-4-methyl-pyridazin-3-amine (1.2 g, 58.1%) as a red solid. (0299) -NuMuRhonu (CDCb, 600 MHz): 7.09 (d, 1H); 4.90 (br s, 2H), 2.17 (d, 3H), 446273-59-2

446273-59-2 3-Amino-4-bromo-6-chloropyridazine 22024419, apyridazine compound, is more and more widely used in various fields.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ADAM, Jean-Michel; FANTASIA, Serena Maria; FISHLOCK, Daniel Vincent; HOFFMANN-EMERY, Fabienne; MOINE, Gerard; PFLEGER, Christophe; MOESSNER, Christian; (73 pag.)WO2019/57740; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.147362-88-7,N-(6-Chloropyridazin-3-yl)pivalamide,as a common compound, the synthetic route is as follows.

A flask was charged with N-(6-chloro-pyridazin-3-yl)-2,2-dimethyl-propionamide (Turck. Alain; PIe, Nelly; Ndzi, Bruno; Queguiner, Guy; Haider, Norbert Schuller, Herbert; Heinisch, Gottfried. Tetrahedron. 1993, 49, 599-606.) (500 mg, 2.34 mmol), Pd(PPh3)4 (811 mg, 0.701 mmol), and Zn(CN)2 (192 mg, 1.64 mmol) and placed under a nitrogen atmosphere. DMF (25 mL) was added to the flask and the reaction mixture was heated at 100 oC for 2.5 h. The reaction mixture was cooled and poured into H2O (100 mL) and EtOAc (100 mL), An emulsion formed and the mixture was filtered through a short plug of celite and then the layers were separated. The organic layer was washed with H2O (100 mL), dried (MgSO4), filtered, concentrated, and purified by chromatography (loaded with CH2CI2, eiuted with a gradient of 10-30% EtOAc in hexanes) to provide 329 mg of N-(6-cyano-pyridazin-3-yl)- 2,2-dimethyl-propionamde as a pale yellow solid. MS: (M+) 205. 1H NMR (400 MHz, CDCl3): delta 8.71 (bs, 1), 8.65 (d, 1, J = 9.3), 7.80 (d, 1, J = 9.3), 1.36 (s, 9)., 147362-88-7

The synthetic route of 147362-88-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PFIZER PRODUCTS INC.; WO2007/34278; (2007); A2;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem